Vegetable sterol ester-containing composition and additive that increases the feeling effects from hair cosmetic

ABSTRACT

A safe additive that increases the feeling effects from a hair cosmetic is provided at low costs. The additive that increases the feeling effects has less stickiness, can be easily and uniformly mixed with hair cosmetics, and can provide feelings, effects and advantages that are similar to those of sterol wax and lanolins including lanolin itself, liquid lanolin, and hard lanolin. The additive that increases the feeling effects comprises a composition (I) prepared by distillation, fatty acid esterification, decoloring, and deodorization of a by-product obtained when tocopherol is extracted, separated and purified from a vegetable oil deodorized distillate.

FIELD OF THE INVENTION

The present invention relates to a composition suitable for aningredient of hair cosmetics such as a hair setting agent, a hairconditioning agent, a finishing agent, a hair coloring agent and awaving agent. Furthermore, the present invention relates to a feelingimprover of the hair cosmetic, i.e. an additive that increases thefeeling effects from of the hair cosmetic that can provides excellentproperties, effects and advantages.

DESCRIPTION OF THE PRIOR ART

Conventionally, lanolin (wool fat) has been used for various hair careproducts. For example, lanolin can provide hairs and skins with a moistfeeling, an adequate oily feeling and luster, and therefore is added tocosmetics including hair cosmetics, emulsions, creams, lip sticks andlotions Also, lanolin has excellent emulsification stability andemollient, and can be used as an emulsifying auxiliary agent,stabilizing agent and a softening agent.

However, lanolin has an original odor and a problem to cause allergy. Inaddition, animal-derived substances are generally unfavored because ofhealth damages caused by the animal-derived substances such as BSE(bovine spongeform encephalopathy) in recent years.

Accordingly, attempts have been made to substitute non-animal-derivedsubstances for lanolin. For example, Patent Document 1 describes anemulsifying agent comprising plant sterol and a specific ester as asubstituent for lanolin. Patent Document 2 describes a substituent forlanolin comprising an ethylene oxide adduct of a plant sterol, specificmixed esters and specific diglyceride.

However, all of the above-mentioned substituents for lanolin containsynthetic materials. If the synthetic materials are orally orpercutaneously absorbed, health problems may occur. In addition, thesynthetic materials do not act mildly and are not benign to human ascompared with natural products.

On the other hand, as the non-animal-derived natural substances that aresafe when human bodies absorb them, phytosterols (plant sterols) andphytosterol fatty acid esters are known. These substances are containedin plant foods including grains, vegetables, fruits and mushrooms, andare daily intaken from foods.

The cosmetics containing phytosterols and phytosterol fatty acid estershave been developed. Patent Document 3 describes a cosmetic containingphytosterol, hydrogenated phytosterol and a specific phytosterol fattyacid ester. Patent Document 4 describes a hair cosmetic containing, aseffective ingredients, esters obtained from sterols such as stigmasteroland unsaturated fatty acids such as oleic acid.

However, none of the above-mentioned cosmetics has been developed forsubstituting for lanolin. Accordingly, such cosmetics can not provide amoist feeling, an adequate oily feeling, and luster that are derivedfrom lanolin.

Other cosmetics containing phytosterols and phytosterol fatty acidesters have been developed. Patent Document 5 discloses a cosmetic rawmaterial as a substituent for lanolin comprising a steroid estercompound obtained from a hydroxyl aliphatic acid and phytosterol, and aspecific alcohol ester. Patent Document 6 describes a cosmeticcontaining phytosterol or its derivative such as an oleic acid ester, acarboxyvinylpolymer, an alkyl-modified carboxyvinylpolymer and aspecific silicone oil. Patent Document 7 describes a hair rinsecomposition containing a cationic surfactant, a higher alcohol, siliconeand a specific oily agent such as phytosteryl oleate.

However, any of the above-mentioned cosmetics use phytosterols orphytosterol fatty acid esters that are obtained by preparing alone orseparating, resulting in high costs from an industrial view point.Accordingly, the pytosterols or the phytosterol fatty acid esters arenot suitable for use in the cosmetics or a skin care preparation.

Patent Document 8 suggests a method of producing a plant sterol wax ingood efficiencies and at low costs. The patent publication also suggestsa skin care preparation containing a phytosterol, a phytosterol fattyacid ester and the plant sterol wax containing a hydrocarbon as a mainingredient. The skin care preparation gives a good feel in use and hasstability.

As described above, the skin care preparation can be produced in goodefficiencies and at low costs, and gives a good feel in use and hasstability. In addition, the skin care preparation is prepared from foodvegetable oil such as soybean oil, and therefore is highly safe.

Patent document 1: Japanese Pat. Pub. No.49-050140

Patent document 2: Japanese Pat. Pub. No.58-198565

Patent document 3: Japanese Pat. Pub. No.52-079030

Patent document 4: Japanese Pat. Pub. No.02-0006404

Patent document 5: Japanese Pat. Pub. No.09-194345

Patent document 6: Japanese Pat. Pub. No.2002-145722

Patent document 7: Japanese Pat. Pub. No.2001-139437

Patent document 8: Japanese Pat. Pub. No.2001-163764

OBJECT OF THE INVENTION

Accordingly, it is an object of the present invention to provide a safeadditive that increases the feeling effects from a hair cosmetic at lowcosts. The additive that increases the feeling effects has lessstickiness, can be easily and uniformly mixed with hair cosmetics, andcan provide feelings, effects and advantages that are similar to thoseof sterol wax and lanolins including lanolin itself, liquid lanolin andhard lanolin.

BRIEF SUMMARY OF THE INVENTION

In order to achieve the object, the present inventors carried outintensive research, and discovered that a use of a composition (I)containing a plant sterol ester is highly effective. The composition (I)is prepared by fatty acid esterification of plant sterol wax asdescribed below. The present invention is made based on theabove-mentioned discovery.

The present invention provides a composition (I) prepared bydistillation, fatty acid esterification, decoloring, and deodorizationof a by-product obtained when tocopherol is extracted, separated andpurified from a vegetable oil deodorized distillate.

Further, the present invention provides an additive that increases thefeeling effects from a hair cosmetic comprising the above-mentionedcomposition (I), and vegetable-derived fat and oil (II).

Preferably, the present invention provides an additive that increasesthe feeling effects from a hair cosmetic described-above, wherein thefat and oil (II) is a vegetable oil and/or a (partially) hydrogenatedvegetable oil.

In the additive that increases the feeling effects from a hair cosmetic,when the fat and oil (II) is a vegetable oil and/or a (partially)hydrogenated vegetable oil, lanolin-like or hard lanolin-like feelingcan be provided.

Another aspect of the present invention provides an additive thatincreases the feeling effects from a hair cosmetic further comprising asucrose fatty acid ester (III) and a liquid higher fatty acid (IV).

In the additive that increases the feeling effects from a hair cosmetic,when the sucrose fatty acid ester (III) and the liquid higher fatty acid(IV) are added in addition to the composition (I) and the fat and oil(II), liquid lanolin-like feeling can be provided.

The present invention can provide a safe additive that increases thefeeling effects from a hair cosmetic at low costs; the additive thatincreases the feeling effects having less stickiness, capable of easilyand uniformly mixing with hair cosmetics, and capable of providingfeelings, effects and advantages—such as a repair or protection ofdamaged hairs, and a moist feeling and an oily feeling similar to thosethat can be provided by lanolin—those are similar to those of sterol waxand lanolins including lanolin itself, liquid lanolin and hard lanolin.

BRIEF DESCRIPTION OF THE DRAWINGS

FIG. 1 is a GPC analysis chart of preparation example 1; and

FIG. 2 is a GC analysis chart of preparation example 2.

DESCRIPTION OF THE PREFERRED EMBODIMENT

The present invention will be described below in detail.

The additive that increases the feeling effects from the hair cosmeticof the present invention contains the composition (I) prepared bydistillation, fatty acid esterification, decoloring, and deodorizationof a by-product obtained when tocopherol is extracted, separated andpurified from a vegetable oil deodorized distillate. The composition (I)can provide sterol wax-like feeling. Polymer ingredients of the sterolwax contained in the composition (I) can repair and protect the damagedhair. The composition (I) can be produced at low costs, as compared withphytosterols or phytosterol fatty acid esters that are obtained bypreparing alone (or by separating).

The vegetable oil deodorized distillate may be one distilled togetherwith steam, when steam distillation is performed in the step ofdeodorizing the vegetable oil. Examples of the vegetable oil used as araw material include food vegetable oil such as soybean, rapeseed,cotton seed, corn and sunflower.

In the preparation of the composition (I), a by-product (residual)obtained when tocopherol is extracted, separated and purified from thevegetable oil deodorized distillate is used. A method of extracting,separating and purifying tocopherol is, for example, as follows: Thevegetable oil deodorized distillate is modified (esterification,non-saponification) if necessary, and tocopherol is then extracted withan organic solvent. Then, the extract is treated with a basic anionexchange resin and is adsorbed on the resin. Thereafter, the resin ispassed through an organic solvent which contains acid to elute andseparate tocopherol from the resin, whereby purified tocopherol isprovided.

Preferred examples of the methods are as follows:

-   -   1. A method of concentrating and purifying tocopherols by        treating an alcohol extract of an esterificated product or a        non-saponificated product of a tocopherol-containing substance        at a low concentration, which is a by-product obtained in a        purifying step of various vegetable oils and fats, with an OH        basic anion ion exchange resin, and by passing the resin through        an alcohol solution of boric acid as an extracting solvent to        elute mixed tocopherols (Japanese Patent Application Publication        No. 49-85222).    -   2. A method of purifying a tocopherol substance by preparing a        solution of natural and synthesized tocopherol substances using        a mono alcohol having 1 to 4 carbon atoms, treating the solution        with a basic anion exchange resin, adsorbing the tocopherol        substances on the resin, and then eluting the tocopherol        substances with a solution of formic acid, acetic acid or oxalic        acid (Japanese Patent Examined Application Publication No.        38-23638).    -   3. A method of concentrating and purifying tocopherols by        treating an aromatic hydrocarbon solution in which an        esterificated product or a non-saponificated product of a        tocopherol-containing substance are dissolved at a low        concentration, which is a by-product obtained in a purifying        step of various vegetable oils and fats, with an OH basic anion        ion exchange resin, and by passing the resin through an alcohol        solution of boric acid as an extracting solvent to elute mixed        tocopherols (Japanese Patent Examined Application Publication        No. 55-25189).    -   4. A method of purifying and concentrating tocopherols by        dissolving tocopherol-containing substances in solvent, passing        the solution through a basic anion exchange resin to adsorb        tocopherols on the resin, removing non-adsorbed impurities, and        passing it through an extraction solution that has been treated        with a carbonic acid gas to selectively elute the tocopherols        (Japanese Patent Examined Application Publication No. 61-55917).    -   5. In a method of separating tocopherol from a        tocopherol-containing substance at a low concentration, which is        a by-product obtained in a purifying step of various vegetable        oils and fats, by a methyl esterification reaction, a strong        basic resin treatment of the reacted product, and elution of the        tocopherol adsorbed on the resin, wherein (1) the methyl        esterification reaction is performed in toluene, (2) a toluene        layer of the reacted product of the methyl esterification        reaction is treated with the strong basic resin as it is,        and (3) the tocopherol adsorbed on the resin is eluted using        toluene containing an acid as a developing solvent. (Japanese        Patent Examined Application Publication No. 61-57309).

Another example of the method of extracting, separating and purifyingtocopherol from the vegetable oil deordorized distillate is to isolatethe deordorized distillate from an esterified and distilled fraction.Detailedly, a method of separating tocopherols and sterols from adeodorant sludge by distilling the deodorant sludge, comprising thesteps of: esterifying sterols in the deodorant sludge with a fatty acidtherein prior to distillation, distilling the resultant mixture toprovide a residual fatty acid and then the tocopherols, remaining sterolesters produced during the esterification within a distillationresidual, isolating the tocopherols from the distillate, and isolatingthe sterols from the distillation residual after the sterol esters arecleaved (Japanese Patent No. 2648450).

According to the present invention, it is preferable that free fattyacids contained in a deordorized distillate be esterified (i.e.,methyl-esterified, ethyl-esterified) in an organic solvent such astoluene and xylene. Then, an organic solvent phase of the reactedproduct is treated with a strong basic anion exchange resin. Then, theresin is passed through a solution containing an acid such as aceticacid and propionic acid to separate adsorbed tocopherol.

The composition (I) according to the present invention is prepared froma by-product, i.e., treated residual, which is provided duringextraction, separation and purification of the tocopherol from thevegetable oil deordorized distillate. Accordingly, the composition (I)can be produced at very low costs.

When the strong basic anion exchange resin is used upon the separationand the purification of the tocopherol, the by-product generallycontains sterols, sterol fatty acid esters, and hydrocarbons those areingredients not adsorbed on the strong basic anion exchange resin.

Upon the preparation of the composition (I) according to the presentinvention, it is preferable that the by-product obtained as describedabove be distilled to remove volatile ingredients such as fatty acidesters. The distillation may be performed at 150 to 160° C., preferably152 to 158° C. and under 1 to 0.005 Torr, preferably 0.9 to 0.01 Torr.

Then, fatty acids are added to the distillation residual to exchange theingredients such as phytosterols to fatty acid esters. Theesterification of the fatty acid can prevent oily feeling, and makeseasier to mix with other ingredients and hair cosmetics. In addition,the composition (I) can be easily purified, decolored, and deordorizedin the subsequent steps to decrease the manufacturing costs. The fattyacids are preferably those contained in edible oils. Preferred examplesof the fatty acids include C 16 to C 18 fatty acids, especially oleicacid, linoleic acid, and stearic acid. The fatty acids may be mixed inan amount of 60 to 120 parts by weight, preferably 80 to 100 parts byweight based on 500 parts by weight of the distillation residual. Theesterification of the fatty acid may be conducted by applying heat, oragitating and mixing, if necessary.

Then, the esterified mixture is extracted, if necessary, and thendecolored. The decoloring may be performed using an adsorbent such asactive clay, acid clay and silica gel or an adsorbing resin such asDuolite XAD-761 and XAD-7.

The mixture is deodorized to provide the composition (I). Deodorizationmay be conducted by blowing water at 150 to 160° C., preferably 152 to158° C. and under 10 to 0.1 Torr, preferably 8 to 0.5 Torr.

As an additive, an antioxidant such as δ-tocopherol and/or n-propylgallate may be added to the composition (I).

The composition (I) prepared as described above comprises 3% by weightor less, typically 0.1 to 2.0% by weight of free phytosterol such asstigmasterol, 55 to 65% by weight, typically 56.5 to 62% by weight ofphytosterol fatty acid ester such as phytosteryl oleate, 3 to 10% byweight, typically 6 to 8% by weight of triterpene alcohols such astrimetylsterol, 6 to 13% by weight, typically 2 to 5% by weight ofhydrocarbons such as squalene and paraffin, and 3% by weight, typically0.1 to 0.7% by weight of fatty acid methyl ester.

The composition (I) has an acid value of 2.0 mg KOH/g or less, typically1.0 to 1.7 mg KOH/g, a saponification value (measured by dissolving 2 gof a sample in 25 ml of xylene) of 60 to 95, typically 80 to 90, and aniodine value of 40 to 60 g I₂/100 g, typically 45 to 55 g I₂/100 g.

The additive that increases the feeling effects from a hair cosmetic ofthe present invention comprises vegetable-derived fat and oil (II). Acombination of the composition (I) and the fat and oil (II) can providefeelings, effects and advantages, especially moist and oily feelings,that are similar to those of lanolins.

Examples of the fat and oil (II) include vegetable oils and/or(partially) hydrogenated vegetable oils. Specific examples of thevegetable oils include rice germ oil, olive oil, safflower oil, soybeanoil, sunflower seed oil, rapeseed oil, palm oil, jojoba oil, macadamianut oil, castor oil, tsubaki oil, avocado oil, wheat germ oil andmeadowfoam oil.

The (partially) hydrogenated vegetable oil is obtained by hardening andmodifying, i.e., hydrogenating, at least a part of a vegetable oil.Specific examples of the (partially) hydrogenated vegetable oil includehydrogenated rice bran oil, partially hydrogenated bran oil,hydrogenated palm oil, partially hydrogenated palm oil, and hydrogenatedsoybean oil.

As an additive, higher alcohols such as C12 to C22 alcohols, esters suchas Cl to C50 fatty acid esters and polybasic acid esters, andhydrocarbons may be added. These additives preferably have high safety.

The additive that increases the feeling effects from a hair cosmetic ofthe present invention has generally high safety, since it comprises thecomposition (I) and the fat and oil (II) both derived from thevegetables.

Preferred embodiments of the additive that increases the feeling effectsfrom a hair cosmetic of the present invention will be described below.One aspect of the present invention is the additive that increases thefeeling effects from a hair cosmetic comprising the composition (I), andhydrogenated vegetable oil (II).

In this aspect, the hydrogenated vegetable oil is preferablyhydrogenated rice bran oil and partially hydrogenated palm oil. As anadditive, higher alcohols such as oleyl alcohol, esters such asdipentaerythritol fatty acid ester, and hydrocarbons such as paraffinmay be added.

In this aspect, a combination of the composition (I) and thehydrogenated vegetable oil can provide an additive that increases thefeeling effects from a hair cosmetic with lanolin-like feeling.Specifically, the additive that increases the feeling effects can be apaste at room temperature that is a similar form of lanolin. Inaddition, lanolin-like feeling and functions including a moistureretention of hairs, smoothness of hairs, luster of hairs, a rich tasteof hairs, wettability, emollient and protection of a hair can beprovided. Moreover, excellent film-forming properties of hairs can beprovided.

In this aspect, the additive that increases the feeling effectscomprises preferably 10 to 99% by weight, more preferably 70 to 95% byweight of the composition (I), and preferably 1 to 90% by weight, morepreferably 5 to 30% by weight of the hydrogenated vegetable oil. If theadditive that increases the feeling effects comprises less than 10% byweight of the composition (I), it may not provide enough film-formingproperties and emollient. If the additive that increases the feelingeffects comprises more than 95% by weight of the composition (I), thefilm-forming properties become too high to provide sufficient oilysmoothness.

Another aspect of the present invention is an additive that increasesthe feeling effects from a hair cosmetic comprising the above-mentionedcomposition (I), and vegetable oil and (partially) hydrogenatedvegetable oil (II).

In this aspect, the vegetable oil is preferably rice germ oil, macadamianut oil and jojoba oil. The (partially) hydrogenated vegetable oil ispreferably partially hydrogenated palm oil and hydrogenated rice branoil. As an additive, higher alcohols such as oleyl alcohol, esters suchas dipentaerythritol fatty acid ester, and hydrocarbons such as paraffinmay be added.

In this aspect, a combination of the composition (I), the vegetable oiland the (partially) hydrogenated vegetable oil can provide an additivethat increases the feeling effects from a hair cosmetic with hardlanolin-like feeling. Specifically, the additive that increases thefeeling effects can be wax like the hard lanolin. In addition, hardlanolin-like feeling including luster, film-forming properties, tensionand stiffness can be provided. Moreover, smoothness can be provided tothe hairs.

In this aspect, the additive that increases the feeling effectscomprises preferably 10 to 70% by weight, more preferably 30 to 60% byweight of the composition (I), preferably 1 to 30% by weight, morepreferably 5 to 15% by weight of the vegetable oil, and preferably 10 to70% by weight, more preferably 30 to 60% by weight of the (partially)hydrogenated vegetable oil. If the additive that increases the feelingeffects comprises less than 10% by weight of the composition (I), it maynot provide enough film-forming properties and emollient. If theadditive that increases the feeling effects comprises more than 95% byweight of the composition (I), sufficient tension and stiffness may notbe provided. If the additive that increases the feeling effectscomprises less than 1% by weight of the vegetable oil, it may notprovide enough smoothness. If the additive that increases the feelingeffects comprises more than 30% by weight of the vegetable oil,sufficient tension and stiffness may not be provided. If the additivethat increases the feeling effects comprises less than 10% by weight ofthe (partially) hydrogenated vegetable oil, the film-forming propertiesare decreased, and sufficient tension and stiffness may not be provided.

Still other aspect of the present invention is an additive thatincreases the feeling effects from a hair cosmetic comprising theabove-mentioned composition (I), and the vegetable oil as the compound(II).

In this aspect, the vegetable oil is preferably rice germ oil, oliveoil, safflower oil, soybean oil, sunflower seed oil, rapeseed oil, palmoil, jojoba oil, macadamia nut oil, castor oil, tsubaki oil, avocadooil, wheat germ oil and meadowfoam oil. As an additive, higher alcoholssuch as oleyl alcohol, esters such as dipentaerythritol fatty acidester, and hydrocarbons such as paraffin may be added.

In this aspect, a combination of the composition (I) and the vegetableoil can provide an additive that increases the feeling effects from ahair cosmetic with liquid lanolin-like feeling. Specifically, theadditive that increases the feeling effects can be a liquid to pastesimilar to a liquid lanolin. In addition, liquid lanolin-like feelingand functions including smoothness of hairs can be provided.

In this aspect, the additive that increases the feeling effects from ahair cosmetic preferably comprises a sucrose fatty acid ester (III) anda liquid higher fatty acid (IV) in addition to the composition (I) andthe vegetable oil. The sucrose fatty acid ester (III) is preferably afull ester or a partial ester of sucrose and a C12 to C22 fatty acidsuch as sucrose hexaerucate, sucrose oleate, sucrose stearate, andsucrose palpitate. The “liquid” higher fatty acid has flowability atroom temperature, and can provide the additive that increases thefeeling effects from a hair cosmetic with the liquid lanolin-like form.Examples of the liquid higher fatty acid include C16 to C22 fatty acidshaving flowability at room temperature, especially oleic acid, linoleicacid, linolenic acid, and branched fatty acids such as isostearic acid.The branched fatty acids are especially preferable.

In this aspect, a combination of the composition (I), the vegetable oil,the sucrose fatty acid ester and the liquid higher fatty acid canprovide an additive that increases the feeling effects from a haircosmetic with liquid lanolin-like. Specifically, the additive thatincreases the feeling effects can be similar to the liquid lanolin form.In addition, liquid lanolin-like feeling and functions can be provided.Especially, the sucrose fatty acid ester can provide emollient, awater-wrapping property, a moist feeling, a softening property, lusterand moisture-retain similar to the liquid lanolin. The liquid higherfatty acid can provide hair smoothness.

In this aspect, the additive that increases the feeling effectscomprises preferably 5 to 50% by weight, more preferably 20 to 40% byweight of the composition (I), preferably 10 to 90% by weight, morepreferably 30 to 70% by weight of the vegetable oil, preferably 0.1 to50% by weight, more preferably 1 to 20% by weight of the sucrose fattyacid ester and preferably 0.1 to 50% by weight, more preferably 1 to 20%by weight of the liquid higher fatty acid. If the additive thatincreases the feeling effects comprises less than 5% by weight of thecomposition (I), it less protects the hairs and may not provide enoughemollient. If the additive that increases the feeling effects comprisesmore than 50% by weight of the composition (I), sufficient smoothnessmay not be provided. If the additive that increases the feeling effectscomprises less than 10% by weight of the vegetable oil, it may notprovide enough smoothness. If the additive that increases the feelingeffects comprises more than 90% by weight of the vegetable oil,sufficient rich taste may not be provided. If the additive thatincreases the feeling effects comprises less than 0.1% by weight of thesucrose fatty acid ester, it may not provide enough emollient andmoisture retention. If the additive that increases the feeling effectscomprises more than 50% by weight of the sucrose fatty acid ester, themoist feeling may be too strong to decrease the smoothness. If theadditive that increases the feeling effects comprises less than 0.1% byweight of the liquid higher fatty acid, it may decrease the smoothness.If the additive that increases the feeling effects comprises more than50% by weight of the liquid higher fatty acid, sufficient emollient andprotection may not be provided.

The additive that increases the feeling effects of the present inventioncan be mixed with any hair cosmetics such as a conditioner, a hairdressing agent, a rinse, a hair coloring agent, a waving agent, and afinishing agent. The additive that increases the feeling effects of thepresent invention may be mixed therewith in the amount of, for example,1 to 5% by weight.

EXAMPLES

The examples which follow are illustrative of the present invention andare not intended to be limiting in any way.

[Preparation of the Composition (I)]

Preparation Example 1

2000 g of a deodorized distillate (the total tocopherol content of10.3%, acid value of 81) obtained by deodorizing soybean oil as aby-product was methyl-esterificated in a mixed solvent of 100 ml ofmethanol and 1000 ml of toluene in the presence of 130 g of sulfuricacid under ref lux for 1 hour. An oily substance was separated, andwashed four times with 500 ml of water. The acid value was 1 after themethyl-esterification. The resultant product was cooled to roomtemperature, and deposited crystal was filtered and separated. 8.9 g ofthe crystal was removed by the filtration.

A column was filled with 2000 ml of a strong basic anion exchange resin,“Amberlite IRA958”, to be an OH type, which was then replaced withtoluene. Then, a solution of the prepared methyl-esterificated oil intoluene was passed therethrough. 4000 ml of toluene flowed through thecolumn to wash the resin, and removed to provide 1670 g of non-adsorbedoil. The tocopherol adsorbed was eluted by flowing 4000 ml of 10%methanol acetate to provide 257 g of tocopherol concentrated oil.

A fatty acid methyl ester contained in the non-adsorbed oil was removedby reduced distillation. To 500 g of the residual, 80 g of oleic acidwas added, and reacted under nitrogen atmosphere at 200° C. for 24hours. Five liters of hexane was added to the reacted mixture, andstirred and dissolved. Two liters of 80% methanol aqueous solution towhich lOg of sodium hydroxide has been added were added to remove excessoleic acid. The hexane layer was washed with 2 liters of 70% methanolaq. solution four times and then 3 liters of water four times. 45 g ofactive clay and 30 g of active carbon were added thereto and stirredunder ref lux for 1 hour. The resultant product was cooled to roomtemperature, filtered and concentrated.

0.44 g of δ-tocopherol and 0.06 g of propyl gallate were added to theconcentrated liquid. 30 ml of water was blown thereto at a degree ofvacuum of 10 to 0.1 Torr and at 150 to 160° C. for 2 hours. By theseoperations, 487 g of paste-like oil having a pale yellow color to a palebrown color was obtained The oil had an acid value of 0.8 and asaponification value of 83.7, and analyzed by gas chromatography. As aresult, it included 1.7% of sterol, 61.0% of sterol fatty acid ester and7.3% of hydrocarbon.

Preparation Example 2

2000 g of a deodorized distillate (the total tocopherol content of 9.8%,acid value of 78) obtained by deodorizing vegetable oil (a 1:1 mixtureof soybean oil and rapeseed oil)as a by-product was methyl-esterificatedin a mixed solvent of 1000 ml of methanol and 1000 ml of toluene in thepresence of 130 g of sulfuric acid under reflux for 1 hour. An oilysubstance was separated, and washed four times with 500 ml of water. Theacid value was 1 after the methyl-esterification. The resultant productwas cooled to room temperature, and deposited crystal was filtered andseparated. 9.2 g of the crystal was removed by the filtration.

A column was filled with 2000 ml of a strong basic anion exchange resin,“Duolite A113” to be an OH type, which was then replaced with toluene.Then, a solution of the prepared methyl-esterificated oil in toluene waspassed therethrough. 4000 ml of toluene flowed through the column towash the resin, and removed to provide 1650 g of non-adsorbed oil. Thetocopherol adsorbed was eluted by flowing 4000 ml of 10% methanolacetate to provide 248 g of tocopherol concentrated oil.

A fatty acid methyl ester contained in the non-adsorbed oil was removedby reduced distillation. To 510 g of the residual, 82 g of oleic acidand 20 g of linoleic acid was added, and reacted under nitrogenatmosphere at 200° C. for 24 hours. Five liters of hexane was added tothe reacted mixture, and stirred and dissolved. Two liters of 80%methanol aq. solution to which 10 g of sodium hydroxide has been addedwere added to remove excess oleic acid and linoleic acid. The hexanelayer was washed with 2 liters of 70% methanol aq. solution four timesand then 3 liters of water four times. 45 g of active clay and 30 g ofactive carbon were added thereto and stirred under reflux for 1 hour.The resultant product was cooled to room temperature, filtered andconcentrated. 30 ml of water was blown thereto at a degree of vacuum of10 to 0.1 Torr and at 150 to 160° C. for 2 hours. By these operations,504 g of paste-like oil having a pale yellow color to a pale brown colorwas obtained. The oil had an acid value of 0.1 and a saponificationvalue of 74.8, and analyzed by gas chromatography. As a result, itincluded 1.9% of sterol, 62.1% of sterol fatty acid ester and 9.0% ofhydrocarbon.

[GPC Analysis and Capillary GC Analysis of the Composition (I)]

A GPC analysis of preparation example I and a GC analysis of preparationexample 2 were performed using the following measurement conditions andmethods. FIGS. 1 and 2 are charts showing respectively the measurementresults of A GPC analysis of preparation example 1 and a GC analysis ofpreparation example 2. Names of compounds are written at correspondingpeaks in the charts.

(GPC Analysis)

Preparation of Standard Solution

10 to 25 mg of each standard substance shown in Table 1 was preciselyweighed in a 50 ml measuring flask, chloroform was added and dissolvedto be 50 ml, whereby each standard solution was thus prepared. TABLE 1Ingredient Standard substance Manufacturer (No.) fatty acid methyl estermethyl oleate Wako Pure Chemical Industries, Ltd. (133-08581)phytosterol stigmasterol Tama Biochemical Co., Ltd phytosterol fattyacid cholesteryl oleate ICN (100443) ester phytosterol dehydratestigmaster-3,5-diene synthetic material squalene squalene Wako PureChemical Industries, Ltd. (198-09735) paraffin C-27(n-heptacosane) TokyoKasei Kogyo Co., Ltd. (H0017)Preparation of Sample Solution

200 mg of a sample substance (preparation example 1) was preciselyweighed in a 50 ml measuring flask, toluene was added and dissolved tobe 50 ml, whereby a sample solution was thus prepared.

GPC Analysis Conditions

-   Column: K-801 (made by Shodex, exclusion limit molecular weight;    1500)-   K-802 (made by Shodex, exclusion limit molecular weight; 5000)-   Eluent: chloroform-   Flow rate: 0.5 ml/min-   Temperature: 35° C.-   Detection: light scattering detector (GAS1.0 NEB.40° C. EVA.80° C.)    GPC Analysis Method

20 μl of the standard solution and 20 μl of the sample solution were fedinto the columns under the above-mentioned conditions. Retention timesof respective standard substances were determined from analyzing chartsof the respective standard solutions. The retention times of thestandard substances at respective peaks were collated with those ofingredients at respective peaks contained in the sample solution. Bycollating the peaks, the ingredients contained in the sample solutionwere determined. Area percentage ratios of respective peaks correspondedto the concentrations of the respective ingredients at the respectivepeaks.

Table 2 shows the main ingredients and their concentrations between theretention times of about 20 to 30 minutes shown in the GPC chart ofFIG. 1. TABLE 2 retention time concentration PK No. (min) mainingredient (wt %) 1 22.833 polymer ingredient 0.0034 2 24.842 1.7941 325.9 sterol esters 91.5047 4 27.7 hydrocarbons 5.1065 5 28.885 sterols0.4522 6 29.815 hydrocarbons 1.139(GC Analysis)Preparation of Internal Standard Solution

25 mg of cholesteryl n-decylate (SIGMA; C-4633) was precisely weighed ina 50 ml measuring flask, 20 ml of hexane was added, heated anddissolved. While cooling to room temperature, chloroform was added to be50 ml.

Preparation of Standard Solution

10 to 25 mg of each standard substance shown in Table 1 was preciselyweighed in a 50 ml measuring flask, toluene was added and dissolved tobe 50 ml. 5 ml of the resultant solution was taken out to a 25 ml screwvial. 5 ml of the internal standard solution was added thereto, wherebyeach standard solution was thus prepared.

Preparation of Sample Solution

200 mg of a sample substance (preparation example 2) was preciselyweighed in a 50 ml measuring flask, toluene was added and dissolved tobe 50 ml, 5 ml of the resultant solution was taken out to a 25 ml screwvial. 5 ml of the internal standard solution was added thereto, wherebya sample solution was thus prepared.

GC Analysis Conditions

-   Device: GC-17A-   Column: DB-1HT (made by J&W Scientific, 15 m, 0.25 mm I.D., 0.10 μm    film thickness)-   Carrier gas: He 92 kPa-   Temperature increase program: 150 to 250° C. (5° C./min) +250 to    350° C. (10° C./min)-   Feeding method: split method (split ratio of 45:1, at 350° C.)-   Detector: FID (at 350° C.)    GC Analysis Method

2 μL of the standard solution and 2 μL of the sample solution were fedinto the device under the above-mentioned conditions. An area of thephytosterol was calculated by adding four peaks: brassicasterol,campesterol, stigmasterol and sitosterol. An area of phytosterol fattyacid ester was calculated by adding four peaks of sterol-derived C16fatty acid esters and four peaks of sterol-derived C18 fatty acidesters. Areas of the hydrocarbons were calculated by adding peaks ofsqualene and paraffin. The resultant areas and the weights upon thesolution preparation are applied to the following equations to calculatethe concentration of the respective ingredients in the sample.[Concentration (%)]=[(area of sample)/(area of internal standardsolution)]×[(amount of internal standard solution (mg))/(amount ofsample (mg))]×(correction factor)×100[Correction factor]=[(amount of standard solution (mg))/(amount ofinternal standard solution (mg))]×[(area of internal standardsolution)/(area of standard solution)][Preparation of Vegetable Sterol Wax]

Comparative Preparation Example 1

About 1700 g of a by-product obtained by extracting, separating andpurifying tocopherol from a vegetable oil deodorized distillate was fedinto a distiller, and distilled under about 1.0 to 0.001 Torr at about150 to 160° C. to provide about 1120 g of a fatty acid ester fraction.About 2300 ml of hexane was added to the distillation residual andstirred. After the portions not dissolved were filtered and removed,about 60 g of active clay was added and stirred for 30 minutes. Theresultant mixture was filtered and concentrated. Then, about 30 ml ofwater was blown thereinto under about 10 to 0.1 Torr and at about 150 to160° C. for 2 hours. By these operations, about 550 g of paste-like oil(vegetable sterol wax) having a pale yellow color to a pale brown colorwas obtained. The oil had an acid value of about 0.3 and asaponification value of about 48.5, and contained about 19% of sterol,about 41% of sterol fatty acid ester and about 16% of hydrocarbon.

[Preparation of Additive that Increases the Feeling Effects from a HairCosmetic]

Examples 1 to 10 and Comparative Examples 1 to 3

In accordance with the formulations shown in Tables 3 and 4, respectiveingredients were heated at about 80° C., if necessary, dissolved,stirred and mixed uniformly to prepare respective additives thatincrease the feeling effects.

s[Various Evaluation Test Results of the Additives that Increase theFeeling Effects]

The respective additives that increase the feeling effects in Examples 1to 10 and Comparative Examples 1 to 3 were used to prepare hairconditioners including the formulations as described below. The hairconditioners containing the respective additives that increase thefeeling effects were applied to hairs after shampooing, spread bycombing, rinsed and dried with a dryer. The organoleptic tests wereconducted by plural panelists. Tables 3 and 4 show the results. Theproduction costs were evaluated based on the purchase prices of the rawmaterials.

[Formulation (% by Weight) of Hair Conditioner Containing Additive thatIncreases the Feeling Effects]:

cetanol 5, isopropyl myristate 1, cetyl trimethyl ammonium chloride 2,lipophilic glyceryl monosterarate 1, dimethyl polysiloxane (containinghigh polymer) 3, paraffin 0.5, glycerin 3.5, additive that increases thefeeling effects 3 and purified water, residual. TABLE 3 Examples 1 2 3 45 6 7 Ingredient composition (I) in 90 40 40 40 40 35 30 (weightpreparation example 1 %) vegetable wax of — — — — — — — comparativepreparation 1 phytosteryl oleate — — — — — — — hydrogenated rice branoil 10 50 — — — — — palm partial hardened oil — — 50 50 — — — rice germoil — — — 10 60 60 60 macadamia nut oil — 10 — — — — — castor oil — — 10— — — — sucrose hexaerucate — — — — — — 10 oleic acid sucrose — — — — —— — isostearic acid — — — — —  5 — isostearyl alcohol — — — — — — —Evaluation less stickiness ◯ ⊚ ⊚ ⊚ ◯ ⊚ ◯ test uniform mixing property ◯◯ ◯ ◯ ◯ ◯ ◯ results with hair cosmetic hair repair and protection ⊚ ⊚ ⊚⊚ ◯ ◯ ◯ properties hair moist feeling ◯ ◯ ◯ ◯ ◯ ◯ ⊚ hair oily feeling ⊚⊚ ⊚ ⊚ ◯ ◯ ◯ hair smoothness ◯ ⊚ ⊚ ⊚ Δ ⊚ Δ hair tension and stiffness ◯ ⊚⊚ ⊚ Δ Δ ◯ moisture-retaining functions ◯ ◯ ◯ ◯ ◯ ◯ ⊚ of hair haircoating feeling ⊚ ⊚ ⊚ ⊚ ◯ ◯ ◯ hair rich taste ⊚ ⊚ ⊚ ⊚ ◯ ◯ ◯water-wrapping property ◯ ◯ ◯ ◯ ◯ ◯ ⊚ low production costs ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚

TABLE 4 Comparative Examples Examples 8 9 10 1 2 3 Ingredientcomposition (I) in preparation 25 25 25 100 — — (weight example 1 %)vegetable wax of comparative — — — — 90 — preparation 1 phytosteryloleate — — — — — 90 hydrogenated rice bran oil — — — — 10 10 palmpartial hardened oil — — — — — — rice germ oil 60 60 60 — — — macadamianut oil — — — — — — castor oil — — — — — — sucrose hexaerucate 10 10 — —— — oleic acid sucrose — — 10 — — — isostearic acid —  5  5 — — —isostearyl alcohol  5 — — — — — Evaluation less stickiness ⊚ ⊚ ⊚ ◯ Δ ⊚test uniform mixing property with ⊚ ⊚ ⊚ ◯ Δ ◯ results hair cosmetic hairrepair and protection ◯ ◯ ◯ ⊚ ◯ Δ properties hair moist feeling ⊚ ⊚ ⊚ Δ⊚ ◯ hair oily feeling ◯ ◯ ◯ Δ ◯ ◯ hair smoothness Δ ⊚ ⊚ Δ Δ ◯ hairtension and stiffness ◯ ◯ ◯ ◯ ◯ Δ moisture-retaining functions ⊚ ⊚ ⊚ ◯ ◯◯ of hair hair coating feeling ◯ ◯ ◯ ◯ ◯ Δ hair rich taste ◯ ◯ ◯ ◯ ◯ ◯water-wrapping property ⊚ ⊚ ⊚ ◯ ◯ ◯ low production costs ⊚ ⊚ ⊚ ⊚ ◯ X

In tables, ⊚ represents “superior”, ◯ represents “excellent”, Δrepresents “fair” and × represents “poor.”

The data in Tables 3 and 4 show that the hair conditioners containingthe additives that increase the feeling effects according to the presentinvention (Examples 1 to 10) had less stickiness, and the additives thatincrease the feeling effects according to the present invention(Examples 1 to 10) can be easily and uniformly mixed with haircosmetics, can provide feelings, effects and advantages including thehair moist feeling and the oily feeling that are similar to those ofsterol wax and lanolins including lanolin itself, liquid lanolin andhard lanolin, and can be manufactured with low costs.

In particular, the additive that increases the feeling effectscomprising the composition (I) and the hydrogenated vegetable oil as theingredient (II) in Example 1 provided excellent hair coating feeling (orfilm-formed hair feeling) and hair rich taste like lanolin.

In addition, the additives that increase the feeling effects comprisingthe composition (I), the vegetable oil and the (partially) hydrogenatedvegetable oil as the ingredient (II) in each Examples 2 to 4 providedexcellent hair smoothness, tension and stiffness of hair, coatingfeeling and hair rich taste like hard lanolin.

Moreover, the additives that increase the feeling effects eachcomprising the composition (I), the vegetable oil as the ingredient(II), the sucrose fatty acid ester (III) and the liquid higher fattyacid (IV) in Examples 9 and 10 provided excellent hair smoothness,moisture retention and water-wrapping property like liquid lanolin.

On the other hand, the hair conditioner containing no ingredient (II) inComparative Example 1 provided decreased lanolin-like feelings includinghair moist feeling, oily feeling and smoothness.

The hair conditioner containing the vegetable sterol wax instead of thecomposition (I) in Comparative Example 2, in comparison with the hairconditioner using the composition (I), provided increased stickiness,and decreased uniform mixing property with the hair cosmetics, andincreased the production costs because of the decrease of the easinessof the isolation and purification of the vegetable sterol wax.

The hair conditioner containing phytosteryl oleate instead of thecomposition (I) in Comparative Example 3 provided poor hair repair andprotection properties, poor hair tension and stiffness, and poorcoated(or filmed) feeling. Further, because the phytosteryl oleate isexpensive, the production costs increases.

[Preparation of Raw Materials for Hair Conditioner]

Preparation of raw materials 1, 2, 4 to 6, 8, 9 to 17

Respective ingredients were mixed and stirred uniformly to prepare theraw materials. Tables 5 and 6 show the formulations.

Preparation of raw materials 3 and 7

After respective oily ingredients other than an anion surfactant weremixed and stirred uniformly, the anion surfactant and aqueousingredients were added gradually thereto, mixed and stirred uniformly toprepare the raw materials. Table 5 shows the formulations. TABLE 5 Basematerial Ingredient (wt %) 1 2 3 4 5 6 7 8 composition (I) inpreparation example 1 10  4  1.9 — 18.52 — — — myristyl alcohol — — 24.3— — — — — cetanol 30 — — — — — — 30 oleyl alcohol  1 — — —  3.7 — —  1behenyl alcohol 14 — 26.2 56.2 — — 21 14 cetostearyl alcohol — 36 — — —— — — stearyl alcohol — — — — — 21 43 — stearyl trimethyl ammoniumchloride — 24 — — — — — — behenyl trimethyl ammonium chloride 10 — — — —— — 10 cethyl trimethyl ammonium bromide 20 — — — — — — 20 alkyl (C16,C18 mix.) trimethyl ammonium — — — — 55.56 35.3 — — chloride sodiumcocoyl ethyl ester sulfonate — — 19.4 — — — — — sodium palmitoyl N-metyltaurate — — — — — — 14 — stearic acid dimethyl amino propyl amide — — —18 — — — — jojoba oil  3 — — — — — — 3 rice bran oil — — — —  3.7 — — —hydrogenated rice germ oil  5 —  9.7 — — — —  5 palm partial hardenedoil — — — —  9.26 — — — isopropyl myristate  2 — — — — — —  2 isopropylpalmitate — — — — — 3 — — hexyldecyl isostearate —  4 — 15.7 — — — —glyceryl monomyristate — —  7.8 — — — — — glyceryl monostearate  5 — —10.1  9.26 36  7  5 polyethylene glycol monostearate(25EO) — — — — — — 5 — light liquid isoparaffin — 32 — — — — — — [triethanolamineN-cocoyl-L-glutamate — —  7.8 — — — — — (30%) + water(70%)]mix. purifiedwater — — residual — — — residual — POE(15EO) cetyl ether — — — — —  4.7 4.5 —

TABLE 6 Base Ingredient (wt %) 9 10 11 12 13 14 15 16 17 composition (I)in preparation 25 — — 90 — — 40 — — example 1 vegetable wax — 25 — — 90— — 40 — phytosteryl oleate — — 25 — — 90 — — 40 rice bran oil 60 60 60— — — 10 10 10 hydrogenated rice germ oil — — — 10 10 10 — — — palmpartial hardened oil — — — — — — 50 50 50 sucrose hexaerucate 10 10 10 —— — — — — isostearic acid  5  5  5 — — — — — —[Preparation of Hair Conditioners]

Samples 1 to 27, Comparative Samples 1 to 17 and Controls 1 to 9

Respective oily ingredients were mixed and stirred uniformly by, ifnecessary, heating at about 80° C. Respective aqueous ingredients weremixed and stirred uniformly by, if necessary, heating at about 80° C.The aqueous mixture was gradually added to the oily mixture. Thecombined mixture was cooled, adjusted by adding water and mixed andstirred uniformly to prepare hair conditioners of Samples 1 to 27,Comparative Samples 1 to 17 and Controls 1 to 9. Tables 7 to 10 show theformulations.

In Samples 9 to 27 and Comparative Samples 5 to 17, two types of baseswere added. “Highly polymerized polyethylene glycol” has a numberaverage molecular weight of two millions. The highly polymerizedpolyethylene glycol used in the percentage shown in each Table wasdissolved in water to be a 2% solution.

In Table 7, suffixes 1) to 5) are as follows:

-   -   1) average molecular weight of 1200    -   2) composition A: highly polymerized methyl polysiloxane (13 wt        %)+an aminoethyl aminopropyl methylsiloxane−dimethylsiloxane        copolymer (15 wt %)+methylpolysiloxane (72 wt %)    -   3) composition B: highly polymerized methyl polysiloxane        (100,000 cs, 30 wt %)+highly polymerized methyl polysiloxane        (10,000 cs, 20 wt %)+methyl polysiloxane (20 cs, 50 wt %)    -   4) composition C: trimethyl glycine (40 wt %)+a 8% solution of a        dimethyl diallyl ammonium chloride−acrylamide        copolymer+D-mannitol (4 wt %)+methyl parahydroxybenzoate (0.1 wt        %)+ethanol (2 wt %)+purified water (residual)    -   5) composition D: [a polyvinylpyrrolidone−vinyl        caprolactam−dimethyl aminopropyl methacrylamide        copolymer+ethanol (weight ratio of 4:6)] mixture (50 wt        %)+1,3-butylene glycol (50 wt %)        [Various Evaluation Test Results of the Hair Conditioners]

The hair conditioners were applied to hairs after shampooing, spread bycombing, rinsed and dried with a dryer to provide test hairs. Theorganoleptic tests were conducted by plural panelists.

“Hair repair and protection properties” were evaluated by pluralpanelists whose hairs were treated with a hair coloring agent, ableaching agent or a permanent waving agent three times, and then wereapplied the hair conditioner. “Production costs” were evaluated based onthe purchase prices of the raw materials. An “unpleasant creaky feelingupon rinsing” was determined by touching the test hairs upon theshampooing.

Tables 7 to 10 show the results. In “less stickiness” and “unpleasantcreaky feeling upon rinsing” evaluations, ⊚ represents “almost nothing,”◯ represents “some,” Δ represents “fair,” and × represents “much.” 1 In“emollient” and “hair repair and protection properties” evaluations, ⊚represents “superior, ◯ represents “excellent,” Δ represents “fair,” and× represents “poor.” In “low production costs” evaluations, ⊚ represents“very low,” ◯ represents “low,” Δ represents “fair,” and × represents“very high.” In “hair smoothness,” “hair luster,” “hair rich taste,”“hair film-forming properties,” and “hair tension and stiffness,” ⊚represents “excellent similar to or better than controls,” ◯ represents“better than the hair conditioners containing no lanolins, but poor ascompared with controls,” and Δ represents “similar to the hairconditioners containing no lanolins.” TABLE 7 Sample Comparative Sample1 2 3 4 5 6 7 8 1 2 3 4 Ingredient base (No.)  1  1  2  3  7  7  4  4 88  7  4 (wt %) (cotent) 10 10 12.5 12 14 14 10 10 9 9 14 10 composition(I) in — — — —  1  1  5  5 — — — — preparation example 1 vegetable wax —— — — — — — — 1 — —  5 phytosteryl oleate — — — — — — — — — 1  1 —stearyl trimethyl — —  0.4 — — — — — — — — — ammonium bromide 90% lacticacid — — — — — —  0.66  0.66 — — —  0.66 isononyl isononanoate — —  0.4— — — — — — — — — POE(12EO) secondary — —  0.2 — — — — — — — — — alkyl(C12 to C14 mix.) ether white vaseline — — —  0.5 — — — — — —[N-{2-hydroxy-3- — —  1 — — — — — — — — — (trimethylammonio) propylchloride} hydrolyzed keratin¹⁾ (25%)+ purified water (75%)] mix.composition A²⁾ — —  1 — — — — — — — — — composition B³⁾ — —  3.5 — — —— — — — — — composition C⁴⁾ — —  8 — — — — — — — — — composition D⁵⁾ — ——  5 — — — — — — — — highly polymerized —  0.02 — — —  0.02 —  0.02 — —— — polyethylene glycol methylparaben  0.1  0.1  0.1  0.1  0.1  0.1  0.3 0.3 0.1 0.1  0.1  0.3 propylparaben  0.05  0.05  0.05  0.05  0.05  0.05 0.1  0.1 0.05 0.05  0.05  0.1 purified water residual residual residualresidual residual residual residual residual residual residual residualresidual Evaluation less stickiness ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ Δ ⊚ ◯ Δ testemollient ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ ◯ ◯ Δ results hair repair and ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚⊚ ⊚ Δ Δ Δ protection properties low production costs ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ XX ◯ unpleasant creaky ⊚ ⊚ ⊚ ◯ Δ ⊚ Δ ⊚ ⊚ ⊚ Δ Δ feeling upon rinsing

TABLE 8 Sample Comparative Sample Control 9 10 11 12 13 14 15 5 6 7 8 12 Ingre- base (No.)  9  9 9  9  9  9  9 10 11 11 10 — — dient (cotent) 1  1 1  1  1  5  5  1  1  1  5 (wt %) base (No.)  6  6 5  7  7  4  4  6 6  7  4  6  7 (cotent) 10 10 3 14 14 10 10 10 10 14 10 10 14 liquidlanolin — — — — — — — — — — —  1  1 90% lactic acid — — — — —  0.66 0.66 — — —  0.66 — — myristyl  0.5  0.5 0.5 — — — —  0.5  0.5 — —  0.5— alcohol cetanol — — 2.5 — — — — — — — — — — highly —  0.02 — —  0.02 — 0.02 — — — — — — polymerized polyethylene glycol methylparaben  0.1 0.1 0.1  0.1  0.1  0.3  0.3  0.1  0.1  0.1  0.3  0.1  0.1 propylparaben 0.05  0.05 0.05  0.05  0.05  0.1  0.1  0.05  0.05  0.05  0.1  0.05 0.05 purified water residual residual residual residual residualresidual residual residual residual residual residual residual residualEvalu- less stickiness ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ — — — — — — ation emollient ⊚ ⊚ ⊚ ⊚⊚ ⊚ ⊚ ◯ ◯ ◯ ◯ — — test hair repair and ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ — — — — — — resultsprotection properties low production ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ X X ◯ — — costsunpleasant ⊚ ⊚ ⊚ Δ ⊚ Δ ⊚ ⊚ ⊚ Δ Δ — — creaky feeling upon rinsing hair ⊚⊚ ⊚ ⊚ ⊚ ⊚ ⊚ Δ Δ ◯ Δ — — smoothness hair luster ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ Δ ◯ ◯ Δ — —

TABLE 9 Sample Comparative Sample Control 16 17 18 19 20 21 9 10 11 1213 4 5 Ingre- base (No.) 12 12 12 12 12 12 13 13 14 14 13 — — dient(cotent)  2  2  2  2  5  5  2  2  2  2  5 (wt %) base (No.)  8  8  7  7 4  4  8  7  8  7  4 8  7 (cotent)  8  8 10 10 10 10  8 10  8 10 10 8 10lanolin — — — — — — — — — — — 2  2 90% lactic acid — — — —  0.66  0.66 —— — —  0.66 — — highly —  0.02 —  0.02 —  0.02 — — — — — — — polymerizedpolyethylene glycol methylparaben  0.1  0.1  0.1  0.1  0.3  0.3  0.1 0.1  0.1  0.1  0.3 0.1  0.1 propylparaben  0.05  0.05  0.05  0.05  0.1 0.1  0.05  0.05  0.05  0.05  0.1 0.05  0.05 purified water residualresidual residual residual residual residual residual residual residualresidual residual residual residual Evalu- less stickiness ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ —— — — — — — ation emollient ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ ◯ ◯ ◯ ◯ — — test hair repairand ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ ◯ Δ Δ ⊚ — — results protection properties lowproduction ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ ◯ X X ◯ — — costs unpleasant ⊚ ⊚ Δ ⊚ Δ ⊚ ⊚ Δ ⊚Δ Δ — — creaky feeling upon rinsing hair ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ Δ Δ ◯ ◯ Δ — —smoothness hair rich taste ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ ◯ ◯ ◯ ◯ — —

TABLE 10 Sample Comparative Sample Control 22 23 24 25 26 27 14 15 16 177 8 9 Ingre- base (No.) 15 15 15 15 15 15 16 17 17 16 — — — dient(cotent)  1  1  1  1  3  3  1  1  1  3 (wt %) base (No.)  6  6  7  7  4 4  6  6  7  4  6  7  4 (cotent) 10 10 14 14 10 10 10 10 14 10 10 14 10hard lanolin — — — — — — — — — —  1  1  3 90% lactic acid — — — —  0.66 0.66 — — —  0.66 — —  0.66 cetanol  0.5  0.5 — — — —  0.5  0.5 — —  0.5— — highly —  0.02 —  0.02 —  0.02 — — — — — — — polymerizedpolyethylene glycol methylparaben  0.1  0.1  0.1  0.1  0.3  0.3  0.1 0.1  0.1  0.3  0.1  0.1  0.3 propylparaben  0.05  0.05  0.05  0.05  0.1 0.1  0.05  0.05  0.05  0.1  0.05  0.05  0.1 purified water residualresidual residual residual residual residual residual residual residualresidual residual residual residual Evalu- less stickiness ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ —— — — — — — ation emollient ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ — — — — — — — test hair repairand ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ — — — — — — — results protection properties lowproduction ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ X X ◯ — — — costs unpleasant ⊚ ⊚ Δ ⊚ Δ ⊚ ⊚ ⊚ ΔΔ — — — creaky feeling upon rinsing hair ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ Δ ◯ ◯ Δ — — —smoothness hair coating ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ Δ Δ ◯ — — — properties hairtension ⊚ ⊚ ⊚ ⊚ ⊚ ⊚ ◯ Δ Δ ◯ — — — and stiffness

As is apparent from the results in Tables 7 to 10, Samples 1 to 27containing the ingredient (I) provided less stickiness, superioremollient and hair repair and protection properties, and theirproduction costs were very low.

As is apparent from the results in Table 7, Comparative Samples 1 and 4containing vegetable sterol wax instead of the ingredient (I) providedstickiness. Comparative Samples 2 and 3 containing phytosteryl oleateinstead of the ingredient. (I) provided poor repair and protectionproperties,. and their production costs were very high.

As is apparent from the results in Tables 7 to 10, Samples 2, 6, 8, 10,13, 15, 17, 19, 21, 23, 25 and 27 containing highly polymerizedpolyethylene glycol could decrease or prevent unpleasant creaky feelingupon rinsing.

As is apparent from the results in Table 7, Sample 4 containing vaselinecould decrease or prevent unpleasant creaky feeling upon rinsing.

As is apparent from the results in Table 8, Samples 9 to 15 containingthe ingredient (I), the vegetable oil (II), the ingredients (III) and(IV) provided hair smoothness and luster having the same level or moreof those of Controls 1 to 3 containing liquid lanolin instead of theingredient (I), the vegetable oil (II), the ingredients (III) and (IV).In other words, the base consisting of the ingredient (I), the vegetableoil (II), the ingredients (III) and (IV) can be a substituent for theliquid lanolin. It can be concluded that the hair conditioner containingthe ingredient (I), the vegetable oil (II), the ingredients (III) and(IV) can provide hairs with a liquid lanolin-like feeling.

As is apparent from the results in Table 8, Comparative Samples 5 and 8containing vegetable sterol wax or phytosteryl oleate instead of theingredient (I), the vegetable oil (II), the ingredients (III) and (IV)provided poor liquid lanolin-like hair smoothness and luster.

As is apparent from the results in Table 9, Samples 16 to 21 containingthe ingredient (I) and the hydrogenated vegetable oil (II) provided hairsmoothness and luster having the same level or more of those of Controls4 to 6 containing lanolin instead of the ingredient (I) and thehydrogenated vegetable oil (II). In other words, the base consisting ofthe ingredient (I) and the hydrogenated vegetable oil (II) can be asubstituent for the lanolin. It can be concluded that the hairconditioner containing the ingredient (I) and the hydrogenated vegetableoil (II) can provide hairs with a lanolin-like feeling.

As is apparent from the results in Table 9, Comparative Samples 9 to 13containing vegetable sterol wax or phytosteryl oleate instead of theingredient (I) and the hydrogenated vegetable oil (II) provided poorlanolin-like smoothness and rich taste.

As is apparent from the results in Table 10, Samples 22 to 27 containingthe ingredient (I), the vegetable oil (II) and the hydrogenatedvegetable oil (II) provided hair smoothness, film-formed feeling, andtension and stiffness having the same level or more of those of Controls7 to 9 containing hard lanolin instead of the ingredient (I), thevegetable oil (II), and the hydrogenated vegetable oil (II). In otherwords, the base consisting of the ingredient (I), the vegetable oil (II)and the hydrogenated vegetable oil (II) can be a substituent for thehard lanolin. It can be concluded that the hair conditioner containingthe ingredient (I), the vegetable oil (II) and the hydrogenatedvegetable oil (II) can provide hairs with a hard lanolin-like feeling.

As is apparent from the results in Table 10, Comparative Samples 14 to17 containing vegetable sterol wax or phytosteryl oleate instead of theingredient (I), the vegetable oil (II) and the hydrogenated vegetableoil (II) provided poor hard lanolin-like hair smoothness, film-formedfeeling, and tension and stiffness.

1. A composition (I) prepared by distillation, fatty acidesterification, decoloring, and deodorization of a by-product obtainedwhen tocopherol is extracted, separated and purified from a vegetableoil deordorized distillate.
 2. An additive that increases the feelingeffects from a hair cosmetic comprising the composition (I) according toclaim 1, and a vegetable-derived fat and oil (II).
 3. An additive thatincreases the feeling effects from a hair cosmetic according to claim 2,wherein the fat and oil (II) is a vegetable oil and/or a (partially)hydrogenated vegetable oil.
 4. An additive that increases the feelingeffects from a hair cosmetic according to claim 2, further comprising asucrose fatty acid ester (III) and a liquid higher fatty acid (IV). 5.An additive that increases the feeling effects from a hair cosmeticaccording to claim 3, further comprising a sucrose fatty acid ester(III) and a liquid higher fatty acid (IV).